CN102731595A - Method for separation and purification of homoarbutin and hyperoside from P. calliantha H Andr - Google Patents
Method for separation and purification of homoarbutin and hyperoside from P. calliantha H Andr Download PDFInfo
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Abstract
The invention relates to a method for extraction, separation and purification of active ingredients from Chinese herbal medicines, specifically to a method for extraction, separation and purification of the active ingredients homoarbutin and hyperoside from P. calliantha H Andr. Aiming to provide a simple, safe, economical and effective method for separation and purification of homoarbutin and hyperoside from P. calliantha H Andr, the invention adopts the following technical solution of: crushing a dry P. calliantha H Andr whole plant, conducting extraction with ethanol to obtain an extract, then passing the extract through macroporous adsorption resin, Sephadex LH-20 gel and an ODS-C18 reverse phase medium pressure silica gel column for chromatographic separation, and combining low temperature crystallization and recrystallization technologies to obtain refined homoarbutin and hyperoside with purity of over 95%. The method provided in the invention has the advantages of rich and easily available raw materials, simple and practicable process, high yield, high purity, safety and environment friendly operation, thus being suitable for industrial application.
Description
Technical field
The present invention relates to the method for separation and purification functional ingredient from plant, specifically is separation and purification homoarbutin and Quercetin 3-galactoside from the wintergreen complete stool.
Background technology
Wintergreen (P.calliantha H Andr) is a Pirolaceae perennial evergreen herbage.Having another name called Pyrola Herb, Herba pyrolae japonicae, POXUE DAN etc., mainly be distributed in ground such as China northeast, southwest and the southeast, is a kind of herbal medicine commonly used among the people.Wintergreen has qi-restoratives, kidney-nourishing, invigorates blood circulation, tonifying Qi is enriched blood, hemostasis, strengthening the bones and tendons, diuresis, effect such as antibacterial; Be used to control weak tuberculosis, cough, night sweat, seminal emission, weakness of the waist and knees leukorrhea, kidney invigorating and YANG supporting, regulating menstruation and activating blood; Control traumatic hemorrhage, worm snake lyssodexis, allergic dermatitis, sore and toxic; Control chronic rheumatic arthritis, rheumatoid arthritis, hemiplegy hemiplegia, soreness of bones and muscles; Control diseases such as chronic intestinal inflammations, dysentery.The water decoction of these article has bacteriostatic action, and streptococcus aureus, Hemolytic streptococcus, streptococcus pneumoniae, meningococcus and green pus liver bacterium etc. are all had restraining effect.
Activeconstituents comprises in the present known wintergreen, ursin, Homoarbutin, homoarbutin, renifolin, hydroxyl renifolin, ursolic acid, chimaphilin, Pyrolin, 2 " compositions such as O-galloyl Quercetin 3-galactoside, Quercetin 3-galactoside, Quercetin, Quercetol 3-monoglucoside, gallic acid, catechin, l-Epicatechol, Protocatechuic Acid and β-Gu Zaichun.
Homoarbutin that this time separation obtains from wintergreen and the content of Quercetin 3-galactoside are higher and active outstanding.Quercetin 3-galactoside is a kind of pure glycosides of flavones; Its pharmacologically active; Protect the liver, antianaphylaxis, anti-inflammatory, spasmolysis, step-down, hepatitis B virus resisting and significantly effect such as cough-relieving; Particularly having analgesia and to the defencive function of cardiovascular and cerebrovascular, be research at present maximum also be the most outstanding physiologically active and pharmacological action.In recent years, along with the two big killers that threaten human health cardiovascular with being becoming increasingly rampant of cerebrovascular disease, people increase the attention degree of these two kinds of diseases day by day, to the also extraordinarily concern of medicine of treatment.Quercetin 3-galactoside has cerebral ischemia reperfusion hindered and significant provide protection is arranged, also has the effects such as effect and anti-Myocardial Lipid Peroxidation that the oxygen supply of anoxia-again caused myocardial cell injury.Its analgesic activity is better than Frosst), is weaker than morphine, and does not have dependency, is called as " the 3rd type of anodyne ", is a kind of new type analgesic.Research in recent years shows that Quercetin 3-galactoside has raise immunity and antidepressant new effect.Homoarbutin is a kind of glucosides of polyphenol, shows after deliberation: he can selectivity suppress the mouse cough maincenter, and the effect of antibechic is arranged.
The existing method of Quercetin 3-galactoside for preparing is the Chinese patent of CN1493578 like the publication number of applying for, is raw material with exsiccant Sunset Abelmoschus Root pollen, extract with hydrophilic solvent, and polyamide column chromatography, technologies such as vacuum-drying are processed.This method needs regeneration after because of the each chromatography of polyamide column, and dead absorption is more serious, so this method relative cost is high, and length consuming time, loss is greatly.Publication number like application is the Chinese patent of CN1880328, is raw material with the Herba Hyperici perforati, processes through numerous and diverse technology.Publication number like application is the Chinese patent of CN101260133, is raw material with the cotton, in leaching process, has used the bigger organic solvent of a large amount of toxicity, is unfavorable for healthy production.
Not seeing in the existing report has the method for preparing homoarbutin, and learns that in our research it is the very outstanding phenolic cpd of a kind of activity, and its purposes remains further to be developed.
In sum, in the process of utilizing plant milk extract separation and purification homoarbutin and Quercetin 3-galactoside, main influence factor is ubiquity length consuming time in the sepn process, and the purpose compound runs off big, makes cost raise.Therefore, be necessary to seek the method for a kind of handy and safe economical and efficient ground separation and purification homoarbutin and Quercetin 3-galactoside.The present invention is intended to set up a kind of method that combines through various modern separating and purifying technology means, realizes simply fast, loses less and the separation and purification homoarbutin of environmental protection and the purpose of Quercetin 3-galactoside.
Summary of the invention
The object of the present invention is to provide with the wintergreen complete stool is raw material, through ultrasonic-assisted extraction technology, macroporous adsorbent resin beneficiation technologies, Sephadex LH-20 gel filtration chromatography stripping technique, ODS-C
18Anti-phase silica gel medium pressure column chromatography for separation technology and low temperature crystallization and recrystallization technology, thus homoarbutin and Quercetin 3-galactoside monomer obtained in a large number, fast, and this method is simple, the target compound loss is few.The objective of the invention is to reach through following scheme:
The wintergreen that complete stool is pulverized, through 70～90% alcohol heat reflux or ultrasonic-assisted extraction, extracting solution concentrates after macroporous adsorbent resin enrichment, Sephadex LH-20 type gel filtration chromatography and ODS-C
18Behind the anti-phase silica gel medium pressure column chromatographic isolation and purification, obtaining purity is the homoarbutin of 82-87% and the product of Quercetin 3-galactoside, obtains purity greater than 95% pure article through low temperature crystallization and recrystallization again.
The method of above-mentioned homoarbutin and Quercetin 3-galactoside separation and purification is characterized in that, gets the wintergreen complete stool of a certain amount of pulverizing; Carry out thermal backflow or ultrasonic-assisted extraction, every gram wintergreen complete stool powder adds 70～90% ethanol of 10～20ml, and extraction time is 40～50min; 40～75 ℃ of temperature, wherein, ultrasonic-assisted extraction power is 32～40KHz; After each the filtration solid is repeated leaching process, this process repeats 2 times at least.United extraction liquid, being evaporated to density is 1.12-1.20.Be mixed with the suspendible soup that feed concentration is 10～30mg/ml with extracting the solid substance water that concentrates gained, macroporous adsorbent resin adopts wet method dress post, keeps liquid level; The soup of suspendible is passed through adsorption column, 0.5～1.5 times of column volume of applied sample amount, elder generation is with the washing impurity of 2 times of column volumes; Use 4～6 times of column volumes more successively; Alcohol concn is respectively 10%, 30%, 50% and 70% solvent systems and carries out the gradient elution desorb, and elution flow rate is 5～10ml/min, collects the elutriant of each gradient respectively; The elutriant that merges alcohol concn 30～50% positions is evaporated to no obvious liquid outflow with the elutriant that merges being no more than under 60 ℃ of conditions.
The spissated product of macroporous adsorbent resin enrichment with 15～20% dissolve with methanol, is mixed with the sample liquid that feed concentration is 5～20mg/mL, behind 0.45 μ m membrane filtration; According to 100～150mg sample/ml gel, inject Sephadex LH-20 gel column, water-methanol system wash-out; Earlier with 2～5 times of column volume wash-outs of 20% methyl alcohol, wash impurity, use 4～7 times of column volume wash-outs of 60% methyl alcohol at last with 3～7 times of column volumes of 40% methyl alcohol then; Collect elutriant, every part of 1/5～1/2 times of column volume instructs through TLC thin layer silica gel chromatography, and developping agent is a trichloromethane: methyl alcohol: formic acid=5: 4: 1～5: 1: 1; Ultraviolet wavelength is 254nm and 360nm; Part to containing identical component in the elutriant merges, and carries out concentrating under reduced pressure respectively, and 20% part obtains the compound I bullion.
With obtaining 60% part with 2～8% dissolve with methanol after the merging of gel Sephadex LH-20 column chromatography for separation; Being mixed with feed concentration is 5～10mg/mL; 0.1～0.5 times of column volume of applied sample amount, injecting column volume behind the 0.45 μ m membrane filtration is the ODS-C of 50～150ml
18Anti-phase silica gel medium pressure post, water-methanol system gradient elution is earlier washed impurity, is used 3～7 times of column volume wash-outs of 30% methyl alcohol then with 2～5 times of column volumes of 10% methyl alcohol; Collect elutriant, every part of 1/4～1/2 times of column volume instructs through the TLC thin-layer chromatography; Developping agent is a trichloromethane: methyl alcohol: formic acid=5: 4: 1～5: 1: 1; Ultraviolet wavelength is 254nm and 360nm, and the part that contains identical component in the elutriant is merged, and obtains compound I I bullion.Obtain product through the low temperature crystallization, obtain pure article behind the recrystallization.
The used macroporous adsorbent resin of the separation purification method of homoarbutin, Quercetin 3-galactoside is AB-8, NKA-9 or D101 type in the above-mentioned wintergreen.
Above-mentioned low temperature crystallization and recrystallization technology; It is characterized in that: the used solvent of recrystallization is a kind of in a kind of and methyl alcohol, acetone, acetonitrile or the ethanol in ETHYLE ACETATE, trichloromethane or the methylene dichloride; With 15: 1 to 1: 1 mixed, the low temperature recrystallization temperature was-10 ℃～10 ℃.
Advantage of the present invention:
1. this method is simple, and the cycle is short.
2. the product yield is high, purity is high.
3. separator column can use repeatedly, has good repeatability.
Description of drawings
Fig. 1 is the structure of homoarbutin
Fig. 2 is the structure of Quercetin 3-galactoside
Specific embodiments
Embodiment 1
Take by weighing the wintergreen complete stool that 500g pulverizes, behind 85% ethanol of 10 times of volumes of adding, carry out ultrasonic-assisted extraction; Extraction time 40min, 40～50 ℃ of temperature, power 36KHz; After the extraction extracting solution suction filtration is come out; Repeating above process 2 times, merge No. three times extracting solution, being evaporated to density is 1.15.Be mixed with the suspendible soup that feed concentration is 15mg/ml with extracting the solid substance 89.3g water that concentrates gained; 0.6 times of column volume of applied sample amount; Descended AB-8 type macroporous adsorbent resin with elution flow rate 7ml/min condition, 6 times of column volumes are used again successively earlier with the washing impurity of 2 times of column volumes in the absorption back; Alcohol concn is respectively 10%, 30%, 50% and 70% solvent systems and carries out the gradient elution desorb; Collect the elutriant of each gradient respectively, merge the elutriant at alcohol concn 30～50% positions, the elutriant that merges is evaporated to no obvious liquid flows out under 50 ℃ of conditions.
With the spissated product 39.3g of macroporous adsorbent resin enrichment, use 15% dissolve with methanol, be mixed with the sample liquid that feed concentration is 10mg/mL; Behind 0.45 μ m membrane filtration,, inject Sephadex LH-20 gel column according to 100mg sample/ml gel; Water-methanol system wash-out is earlier with 20% methanol-eluted fractions of 3 times of column volumes, wash impurity, use 60% methanol-eluted fractions of 5 times of column volumes, collection elutriant at last with 40% methyl alcohol of 5 times of column volumes then; Every part of 1/4 times of column volume instructs through TLC thin layer silica gel chromatography; Developping agent is a trichloromethane: methyl alcohol: formic acid=5: 2: 1, ultraviolet wavelength are 254nm and 360nm, and the part that contains identical component in the elutriant is merged; Carry out concentrating under reduced pressure respectively, 20% part obtains the compound I bullion.
Use 6% dissolve with methanol with obtaining 60% part after the merging of gel Sephadex LH-20 column chromatography for separation, being mixed with feed concentration is 5mg/mL, 0.2 times of column volume of applied sample amount, and injecting column volume behind the 0.45 μ m membrane filtration is the ODS-C of 100ml
18Anti-phase silica gel medium pressure post, water-methanol system gradient elution is earlier washed impurity, is used 30% methanol-eluted fractions of 5 times of column volumes then with 10% methyl alcohol of 3 times of column volumes; Collect elutriant, every part of 1/3 times of column volume instructs through the TLC thin-layer chromatography; Developping agent is a trichloromethane: methyl alcohol: formic acid=5: 1: 1; Ultraviolet wavelength is 254nm and 360nm, and the part that contains identical component in the elutriant is merged, and obtains compound I I bullion.Obtain through the low temperature crystallization, compound I is a homoarbutin, 50.26mg, and purity is 97%.Compound I I is a Quercetin 3-galactoside, 41.33mg, and purity is 95%.
Embodiment 2
Take by weighing the wintergreen complete stool that 300g pulverizes, behind 75% ethanol of 15 times of volumes of adding, carry out ultrasonic-assisted extraction; Extraction time 50min, 40～50 ℃ of temperature, power 32KHz; After the extraction extracting solution suction filtration is come out; Repeating above process 2 times, merge No. three times extracting solution, being evaporated to density is 1.20.Be mixed with the suspendible soup that feed concentration is 20mg/ml with extracting the solid substance 57.1g water that concentrates gained; 0.8 times of column volume of applied sample amount; Descended NKA-9 type macroporous adsorbent resin with elution flow rate 8ml/min condition, 5 times of column volumes are used again successively earlier with the washing impurity of 2 times of column volumes in the absorption back; Alcohol concn is respectively 10%, 30%, 50% and 70% solvent systems and carries out the gradient elution desorb; Collect the elutriant of each gradient respectively, merge the elutriant at alcohol concn 30～50% positions, the elutriant that merges is evaporated to no obvious liquid flows out under 55 ℃ of conditions.
With the spissated product 24.6g of macroporous adsorbent resin enrichment, use 10% dissolve with methanol, be mixed with the sample liquid that feed concentration is 15mg/mL; Behind 0.45 μ m membrane filtration,, inject Sephadex LH-20 gel column according to 120mg sample/ml gel; Water-methanol system wash-out is earlier with 20% methanol-eluted fractions of 3 times of column volumes, wash impurity, use 60% methanol-eluted fractions of 7 times of column volumes, collection elutriant at last with 40% methyl alcohol of 6 times of column volumes then; Every part of 1/5 times of column volume instructs through TLC thin layer silica gel chromatography; Developping agent is a trichloromethane: methyl alcohol: formic acid=5: 3: 1, ultraviolet wavelength are 254nm and 360nm, and the part that contains identical component in the elutriant is merged; Carry out concentrating under reduced pressure respectively, 20% part obtains the compound I bullion.
Use 5% dissolve with methanol with obtaining 60% part after the merging of gel Sephadex LH-20 column chromatography for separation, being mixed with feed concentration is 6mg/mL, 0.2 times of column volume of applied sample amount, and injecting column volume behind the 0.45 μ m membrane filtration is the ODS-C of 100ml
18Anti-phase silica gel medium pressure post, water-methanol system gradient elution is earlier washed impurity, is used 30% methanol-eluted fractions of 6 times of column volumes then with 10% methyl alcohol of 4 times of column volumes; Collect elutriant, every part of 1/4 times of column volume instructs through the TLC thin-layer chromatography; Developping agent is a trichloromethane: methyl alcohol: formic acid=5: 2: 1; Ultraviolet wavelength is 254nm and 360nm, and the part that contains identical component in the elutriant is merged, and obtains compound I I bullion.Obtain through the low temperature crystallization, compound I is a homoarbutin, 29.87mg, and purity is 97%.Compound I I is a Quercetin 3-galactoside, 25.62mg, and purity is 96%.
Embodiment 3
Take by weighing the wintergreen complete stool that 1000g pulverizes, behind 70% ethanol of 12 times of volumes of adding, carry out thermal backflow and extract; Extraction time 50min, 75 ℃ of temperature after the extraction are come out the extracting solution suction filtration; Repeating above process 2 times, merge No. three times extracting solution, being evaporated to density is 1.20.Be mixed with the suspendible soup that feed concentration is 25mg/ml with extracting the solid substance 182.4g water that concentrates gained; 1 times of column volume of applied sample amount; Descended D101 type macroporous adsorbent resin with elution flow rate 10ml/min condition, 6 times of column volumes are used again successively earlier with the washing impurity of 2 times of column volumes in the absorption back; Alcohol concn is respectively 10%, 30%, 50% and 70% solvent systems and carries out the gradient elution desorb; Collect the elutriant of each gradient respectively, merge the elutriant at alcohol concn 30～50% positions, the elutriant that merges is evaporated to no obvious liquid flows out under 60 ℃ of conditions.
With the spissated product 82.1g of macroporous adsorbent resin enrichment, use 10% dissolve with methanol, be mixed with the sample liquid that feed concentration is 20mg/mL; Behind 0.45 μ m membrane filtration,, inject Sephadex LH-20 gel column according to 150mg sample/ml gel; Water-methanol system wash-out is earlier with 20% methanol-eluted fractions of 5 times of column volumes, wash impurity, use 60% methanol-eluted fractions of 6 times of column volumes, collection elutriant at last with 40% methyl alcohol of 5 times of column volumes then; Every part of 1/2 times of column volume instructs through TLC thin layer silica gel chromatography; Developping agent is a trichloromethane: methyl alcohol: formic acid=5: 2: 1, ultraviolet wavelength are 254nm and 360nm, and the part that contains identical component in the elutriant is merged; Carry out concentrating under reduced pressure respectively, 20% part obtains the compound I bullion.
Use 8% dissolve with methanol with obtaining 60% part after the merging of gel Sephadex LH-20 column chromatography for separation, being mixed with feed concentration is 10mg/mL, 0.5 times of column volume of applied sample amount, and injecting column volume behind the 0.45 μ m membrane filtration is the ODS-C of 150ml
18Anti-phase silica gel medium pressure post, water-methanol system gradient elution is earlier washed impurity, is used 30% methanol-eluted fractions of 7 times of column volumes then with 10% methyl alcohol of 5 times of column volumes; Collect elutriant, every part of 1/2 times of column volume instructs through the TLC thin-layer chromatography; Developping agent is a trichloromethane: methyl alcohol: formic acid=5: 3: 1; Ultraviolet wavelength is 254nm and 360nm, and the part that contains identical component in the elutriant is merged, and obtains compound I I bullion.Obtain through the low temperature crystallization, compound I is a homoarbutin, 101.66mg, and purity is 96%.Compound I I is a Quercetin 3-galactoside, 87.91mg, and purity is 95%.
Claims (7)
1. the method for separation and purification homoarbutin and Quercetin 3-galactoside from wintergreen specifically comprises the steps:
(1) extract: the wintergreen complete stool is pulverized, and the ratio that adds 70～90% ethanol 10-20ml according to every gram raw material is carried out thermal backflow or ultrasonic-assisted extraction, and extracting solution merges, is concentrated into specific density is 1.12-1.20;
(2) enrichment: above-mentioned concentrated extracting solution through macroporous adsorptive resins, with Different concentrations of alcohol aqueous solution gradient elution, is collected the elute soln that is rich in target substance, be concentrated into driedly, obtain the enriched product of target compound;
(3) separation and purification: get above-mentioned enriched product and pass through Sephadex LH-20 type gel filtration chromatography and ODS-C successively
18Anti-phase silica gel medium pressure column chromatographic isolation and purification obtains homoarbutin and Quercetin 3-galactoside product that purity is 82-87%;
(4) above-mentioned homoarbutin and Quercetin 3-galactoside product obtain purity greater than 95% pure article through low temperature crystallization and recrystallization.
According to claim 1 described from wintergreen the method for separation and purification homoarbutin and Quercetin 3-galactoside it is characterized in that the described wintergreen complete stool of step (1) derives from wintergreen, Xingan wintergreen or Herba Pyrolae incarnatae; Mainly be to adopt the wintergreen complete stool of drying in the shade, carry out pulverization process.
According to claim 1 described from wintergreen the method for separation and purification homoarbutin and Quercetin 3-galactoside it is characterized in that described thermal backflow of step (1) or ultrasonic-assisted extraction technology, extracts used solvent, 70～90% ethanol of every gram wintergreen powder adding 10～20ml; Extraction time is 40～50min; 40～75 ℃ of temperature, wherein, ultrasonic-assisted extraction power is 32～40KHz; After each the filtration solid is repeated leaching process; This process repeats 2 times at least, united extraction liquid, and being evaporated to density is 1.12-1.20.
According to claim 1 described from wintergreen the method for separation and purification homoarbutin and Quercetin 3-galactoside it is characterized in that the described beneficiation technologies of utilizing macroporous adsorbent resin to title product of step (2); Used resin comprises AB-8, NKA-9 or D101 type broad spectrum macroporous adsorbent resin; The macroporous resin adsorption step adopts wet method dress post in the method, keeps liquid level, is mixed with the suspendible soup that feed concentration is 10～30mg/ml with extracting the solid substance water that concentrates gained; 0.5～1.5 times of column volume of applied sample amount; Earlier with the washing impurity of 2 times of column volumes, use 4～6 times of column volumes more successively, alcohol concn is respectively 10%, 30%, 50% and 70% solvent systems and carries out the gradient elution desorb; Elution flow rate is 5～10ml/min; Collect the elutriant of each gradient respectively, merge the elutriant at alcohol concn 30～50% positions, the elutriant that merges is evaporated to no obvious liquid outflow being no more than under 60 ℃ of conditions.
According to claim 1 described from wintergreen the method for separation and purification homoarbutin and Quercetin 3-galactoside it is characterized in that the described gel Sephadex of step (3) LH-20 column chromatography for separation technology, the spissated product of macroporous adsorbent resin enrichment with 15～20% dissolve with methanol, is mixed with the sample liquid that feed concentration is 5～20mg/mL; Behind 0.45 μ m membrane filtration; According to 100～150mg sample/ml gel, inject Sephadex LH-20 gel column, water-methanol system gradient elution; Earlier with 2～5 times of column volume wash-outs of 20% methyl alcohol, wash impurity, use 4～7 times of column volume wash-outs of 60% methyl alcohol at last with 3～7 times of column volumes of 40% methyl alcohol then; Collect elutriant, every part of 1/5～1/2 times of column volume instructs through TLC thin layer silica gel chromatography, and developping agent is a trichloromethane: methyl alcohol: formic acid=5: 4: 1～5: 1: 1; Ultraviolet wavelength is 254nm and 360nm; Part to containing identical component in the elutriant merges, and carries out concentrating under reduced pressure respectively, and 20% part obtains the compound I bullion.
According to claim 1 described from wintergreen the method for separation and purification homoarbutin and Quercetin 3-galactoside it is characterized in that the described ODS-C of step (3)
18Anti-phase silica gel medium pressure column chromatography for separation technology; With obtaining 60% part with 2～8% dissolve with methanol after the merging of gel Sephadex LH-20 column chromatography for separation; Being mixed with feed concentration is 5～10mg/mL; 0.1～0.5 times of column volume of applied sample amount, injecting column volume behind the 0.45 μ m membrane filtration is the ODS-C of 50～150ml
18Anti-phase silica gel medium pressure post, water-methanol system gradient elution is earlier washed impurity, is used 3～7 times of column volume wash-outs of 30% methyl alcohol then with 2～5 times of column volumes of 10% methyl alcohol; Collect elutriant, every part of 1/4～1/2 times of column volume instructs through the TLC thin-layer chromatography; Developping agent is a trichloromethane: methyl alcohol: formic acid=5: 4: 1～5: 1: 1; Ultraviolet wavelength is 254nm and 360nm, and the part that contains identical component in the elutriant is merged, and obtains compound I I bullion.
According to claim 1 described from wintergreen the method for separation and purification homoarbutin and Quercetin 3-galactoside it is characterized in that described low temperature crystallization and recrystallization technology; The used solvent of recrystallization is a kind of in a kind of and methyl alcohol, acetone, acetonitrile or the ethanol in ETHYLE ACETATE, trichloromethane or the methylene dichloride; With 15: 1-1: 1 mixed, low temperature recrystallization temperature are-10 ℃～10 ℃.
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103030674A (en) * | 2012-12-13 | 2013-04-10 | 大兴安岭林格贝有机食品有限责任公司 | Production method for extracting hyperin from pyrola rotundifolia |
| CN116223642A (en) * | 2022-07-29 | 2023-06-06 | 江阴天江药业有限公司 | Construction method of pyrola formula granule characteristic spectrum, characteristic spectrum and application thereof |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1699393A (en) * | 2005-06-09 | 2005-11-23 | 复旦大学 | Flavonoid glycoside compound and its preparing process |
| CN1803787A (en) * | 2006-01-16 | 2006-07-19 | 周亚球 | Hypericum perforatum L. total flavone extracts, its preparation and application |
-
2011
- 2011-04-13 CN CN2011100915755A patent/CN102731595A/en active Pending
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1699393A (en) * | 2005-06-09 | 2005-11-23 | 复旦大学 | Flavonoid glycoside compound and its preparing process |
| CN1803787A (en) * | 2006-01-16 | 2006-07-19 | 周亚球 | Hypericum perforatum L. total flavone extracts, its preparation and application |
Non-Patent Citations (7)
| Title |
|---|
| KAZUFUMI YAZAKI等: "Galloylhomoarbutin and related polyphenols from Pyrola incarnate", 《PHYTOCHEMISTRY》 * |
| YI-LEI CHEN等: "Phenolic and Triterpenoid Glycosides from Pyrola calliantha", 《HELVETICA CHIMICA ACTA》 * |
| 刘蕾等: "鹿蹄草化学成分及其抗真菌活性研究", 《2006第六届中国药学会学术年会论文集》 * |
| 孟江等: "鲜鱼腥草的黄酮类化合物研究", 《中国中药杂志》 * |
| 石娟等: "鹿衔草化学成分的再研究", 《天然产物研究与开发》 * |
| 赖毅勤等: "近年来黄酮类化合物提取和分离方法研究进展", 《食品与药品》 * |
| 郑友兰，张崇禧: "《中药化学》", 30 April 2008, 中国医药科技出版社 * |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103030674A (en) * | 2012-12-13 | 2013-04-10 | 大兴安岭林格贝有机食品有限责任公司 | Production method for extracting hyperin from pyrola rotundifolia |
| CN103030674B (en) * | 2012-12-13 | 2016-05-25 | 大兴安岭林格贝寒带生物科技股份有限公司 | In a kind of wintergreen, extract the production method of Hyperoside |
| CN116223642A (en) * | 2022-07-29 | 2023-06-06 | 江阴天江药业有限公司 | Construction method of pyrola formula granule characteristic spectrum, characteristic spectrum and application thereof |
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